p-Toluenesulfonic acid → 3H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)-

HRID 280383

반응식

HRID 280383 반응식
[OH:1][CH2:2][CH:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.CO[C:11](OC)([CH3:13])[CH3:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>ClCCl>[CH3:12][C:11]1([CH3:13])[N:7]2[C:6](=[O:8])[CH2:5][CH2:4][C@@H:3]2[CH2:2][O:1]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 64952,2-DimethoxypropaneHCID 5583595-(Hydroxymethyl)pyrrolidin-2-one

생성물 1

HCID 137469293H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)-

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 5-hydroxymethyl-2-pyrrolidone (0.3 g) and 2,2-dimethoxypropane (2 ml) in dichloromethane was refluxed in the presence of a crystal (ca. 10 mg.) of p-toluenesulfonic acid for 20 hours. Aqueous extractive work up followed by solvent evaporation produced 0.18 g of (R)-tetrahydro-3,3-dimethyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one as an oil (TLC showed a single spot at Rf =0.6 (ethyl acetate)).

후처리

  1. customAqueous extractive work up followed by solvent evaporation

출처 및 근거

ORD 기록
ord-1c369197f2a84a4497edde5f62b30af8
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588819

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